Deuterodehalogenation—a mild method for synthesising deuterated heterocycles

[Display omitted] We report a mild and efficient method for introducing deuterium into a range of heterocycles by reacting readily available halide analogues in a deuterodehalogenation reaction using D8-IPA or Et3SiD under palladium-catalysed conditions.

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Bibliographic Details
Published inTetrahedron letters Vol. 55; no. 22; pp. 3305 - 3307
Main Authors Donald, Craig S., Moss, Thomas A., Noonan, Gary M., Roberts, Bryan, Durham, Emma C.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 28.05.2014
Elsevier
Subjects
Chemistry
Chemistry, Organic
Deuteration
Deuterium
Deuterodehalogenation
Halides
Heterocycles
Metabolism
Physical Sciences
Science & Technology
Tetrahedrons
Deuterium
Heterocycles
UUFVKYYLLBDURI-UICOGKGYSA-N
SRWDQSRTOOMPMO-UHFFFAOYSA-N
FCEHBMOGCRZNNI-UICOGKGYSA-N
AATZYZANFOSJCU-UHFFFAOYSA-N
ISUZVEMVSHSJED-UHFFFAOYSA-N
YMTINGFKWWXKFG-UHFFFAOYSA-N
Deuterodehalogenation
GDLIGKIOYRNHDA-UHFFFAOYSA-N
AHOIGFLSEXUWNV-UICOGKGYSA-N
UKCBGXCNXOKVTF-UHFFFAOYSA-N
RJXLUGSJEMSDPK-BNEYPBHNSA-N
SMWDFEZZVXVKRB-WFVSFCRTSA-N
OWPIFQXNMLDXKW-QYKNYGDISA-N
PBWDRTGTQIXVBR-UHFFFAOYSA-N
PVLIRTAXXPPHCJ-UHFFFAOYSA-N
Metabolism
VVJLDCRGRQKTCJ-UHFFFAOYSA-N
BCGWQEUPMDMJNV-UICOGKGYSA-N
CKJWDLCHHHACAN-QOWOAITPSA-N
YEEDHQBGXCVRDP-QYKNYGDISA-N
ZZOWFLAMMWOSCG-UHFFFAOYSA-N
RWYLZMUAGRBIDC-UICOGKGYSA-N
KUIUUMNWANUECJ-QYKNYGDISA-N
ZGIKWINFUGEQEO-UHFFFAOYSA-N
FVUFTABOJFRHSU-UHFFFAOYSA-N
MNEIJGDSFRHGMS-WORMITQPSA-N
INDOLE
DRUGS
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Summary:[Display omitted] We report a mild and efficient method for introducing deuterium into a range of heterocycles by reacting readily available halide analogues in a deuterodehalogenation reaction using D8-IPA or Et3SiD under palladium-catalysed conditions.
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ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2014.04.025